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《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2017,129(47):15245-15248
The total synthesis of lycoricidine and narciclasine is enabled by an arenophile‐mediated dearomative dihydroxylation of bromobenzene. Subsequent transpositive Suzuki coupling and cycloreversion deliver a key biaryl dihydrodiol intermediate, which is rapidly converted into lycoricidine through site‐selective syn ‐1,4‐hydroxyamination and deprotection. The total synthesis of narciclasine is accomplished by the late‐stage, amide‐directed C−H hydroxylation of a lycoricidine intermediate. Moreover, the general applicability of this strategy to access dihydroxylated biphenyls is demonstrated with several examples. 相似文献
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《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2017,129(4):1107-1111
Stereoselective total syntheses of (−)‐histrionicotoxin and (−)‐histrionicotoxin 235A are described. The 1‐azaspiro[5.5]undecane skeleton was constructed diastereoselectively by a radical translocation–cyclization reaction involving a chiral cyclic acetal; the use of tris(trimethylsilyl)silane was crucial for the high diastereoselectivity. The cyclization product was converted into (−)‐histrionicotoxin 235A through a one‐pot partial‐reduction–allylation reaction of a derivative containing an unprotected lactam. Finally, two terminal alkenes were transformed into enynes with the 1,3‐amino alcohol protected as an oxathiazolidine oxide to complete the total synthesis of (−)‐histrionicotoxin. 相似文献
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Yu Sun Ruofan Li Wenhao Zhang Ang Li 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2013,125(35):9371-9374
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Jrome Cassayre Fabien Gagosz Samir Z. Zard 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2002,114(10):1861-1863
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Xiao Zhang Tong Mu Fuxu Zhan Lijuan Ma Guangxin Liang 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2011,123(27):6288-6290